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  • 51. Ma, Guangning
    et al.
    Afewerki, Samson
    Deiana, Luca
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Palo-Nieto, Carlos
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Liu, Leifeng
    Stockholm University, Faculty of Science, Department of Materials and Environmental Chemistry (MMK), Inorganic and Structural Chemistry.
    Sun, Junliang
    Stockholm University, Faculty of Science, Department of Materials and Environmental Chemistry (MMK), Inorganic and Structural Chemistry.
    Ibrahem, Ismail
    Cordova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    A Palladium/Chiral Amine Co-catalyzed Enantioselective Dynamic Cascade Reaction: Synthesis of Polysubstituted Carbocycles with a Quaternary Carbon Stereocenter2013In: Angewandte Chemie International Edition, ISSN 1433-7851, E-ISSN 1521-3773, Vol. 52, no 23, p. 6050-6054Article in journal (Refereed)
  • 52.
    Ma, Guangning
    et al.
    Mid Sweden University, Department of Natural Sciences, Engineering and Mathematics.
    Bartoszewicz, Agnieszka
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ibrahem, Ismail
    Mid Sweden University, Department of Natural Sciences, Engineering and Mathematics.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Highly enantioselective co-catalytic direct aldol reactions by combination of hydrogen-bond donating and acyclic amino acid catalysts2011In: Advanced Synthesis and Catalysis, ISSN 1615-4150, E-ISSN 1615-4169, Vol. 353, no 17, p. 3114-3122Article in journal (Refereed)
    Abstract [en]

    Highly enantioselective co-catalytic direct aldol reactions by a combination of simple hydrophobic acyclic amino acid and hydrogen-bond donating catalysts are presented. The corresponding aldol products are formed in high yields with high regio-, diastereo- (anti or syn) and enantioselectivity (up to 99.5:0.5 er). The catalyst loadings can be decreased to as little as 2 mol%.

  • 53. Ma, Guangning
    et al.
    Lin, Shuangzheng
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ibrahem, Ismail
    Kubik, Grzegorz
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Liu, Leifeng
    Stockholm University, Faculty of Science, Department of Materials and Environmental Chemistry (MMK).
    Sun, Junliang
    Stockholm University, Faculty of Science, Department of Materials and Environmental Chemistry (MMK).
    Cordova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Achiral Co-Catalyst Induced Switches in Catalytic Asymmetric Reactions on Racemic Mixtures (RRM): From Stereodivergent RRM to Stereoconvergent Deracemization by Combination of Hydrogen Bond Donating and Chiral Amine Catalysts2012In: Advanced Synthesis and Catalysis, ISSN 1615-4150, E-ISSN 1615-4169, Vol. 354, no 14-15, p. 2865-2872Article in journal (Refereed)
    Abstract [en]

    A stereochemical divergent approach for the highly enantioselective synthesis of distinct bicyclic products with multiple stereocenters from a racemate using a single chiral catalyst is disclosed. It is based on switches of the overall reaction pathways in the chiral amine-catalyzed cascade reactions between racemic ?-nitro ketones and a,beta-unsaturated aldehydes using different achiral co-catalysts. The utility of the method is exemplified by the highly diasteroselective switch and stereoconvergent deracemization process by combination of chiral amine and achiral hydrogen-bond-donating catalysts.

  • 54. Naderi, Ali
    et al.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Metod för att tillverka en vattenavvisande cellulosatextil samt motsvarande textilprodukt2011Patent (Other (popular science, discussion, etc.))
  • 55.
    Nozière, Barbara
    et al.
    Stockholm University, Faculty of Science, Department of Meteorology .
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    A Kinetic and Mechanistic Study of the Amino Acid Catalyzed Aldol Condensation of Acetaldehyde in Aqueous and Salt Solutions2008In: Journal of Physical Chemistry A, ISSN 1089-5639, E-ISSN 1520-5215, Vol. 112, no 13, p. 2827-2837Article in journal (Refereed)
    Abstract [en]

    The amino acid-catalyzed aldol condensation is of great interest in organic synthesis and natural environments such as atmospheric particles. But kinetic and mechanistic information on these reactions is limited. In this work, the kinetics of the aldol condensation of acetaldehyde in water and aqueous salt solutions (NaCl, CaCl2, Na2SO4, MgSO4), catalyzed by five amino acids (glycine, alanine, serine, arginine, and proline) at room temperature (295 ± 2K) has been studied. Monitoring the formation of three products, crotonaldehyde, 2,4-hexadienal, and 2,4,6-octatrienal by UV-Visible absorption over 200 – 1100 nm revealed two distinct kinetic regimes: at low amino acid concentrations (in all cases, below 0.1 M) the overall reaction was first order with respect to acetaldehyde and kinetically limited by the formation of the enamine intermediate. At larger amino acid concentrations (at least 0.3 M) the kinetics was second order and controlled by the C-C bond-forming step. The first-order rate constants increased linearly with amino acid concentration, consistent with the enamine formation. Inorganic salts further accelerated the enamine formation according to their pKb plausibly by facilitating the iminium and/or enamine formation. The rate constant of the C-C bond-forming step varied with the square of amino acid concentration, suggesting the involvement of two amino acid molecules. Thus, the reaction proceeded via a Mannich pathway. However, the contribution of an aldol pathway, first-order in amino acid, could not be excluded. Our results show that the rate constant for the self-condensation of acetaldehyde in aqueous atmospheric aerosols (up to 10 of mM of amino acids) is identical as in sulfuric acid 10 - 15 M (kI ~ 10-7 - 10-6 s-1), clearly illustrating the potential importance of amino acid catalysis in natural environments. This work also demonstrates that under usual laboratory conditions and in natural environments aldol condensation is likely to be kinetically controlled by the enamine formation. Notably, kinetic investigations of the C-C bond-forming addition step would only be possible with high concentrations of amino acids.

  • 56. Nozière, Barbara
    et al.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Catalytic transformations of organic matter in tropospheric aerosols - Importance for aerosol optical properties and gas-phase chemistry2008In: Geophysical Research Abstracts, EGU General Assembly 2008, Vol. 10, 2008, p. EGU2008-AConference paper (Refereed)
  • 57.
    Nozière, Barbara
    et al.
    Stockholm University, Faculty of Science, Department of Applied Environmental Science (ITM). Stockholm University, Faculty of Science, Department of Applied Environmental Science (ITM).
    Dziedzic, Pawel
    Stockholm University, Faculty of Science, Department of Organic Chemistry. Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry. Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Common inorganic ions are efficient catalysts for organic reactions in atmospheric aerosols and other natural environments2009In: Atmospheric Chemistry and Physics Discussion, Vol. 9, no 1, p. 1-21Article in journal (Other (popular science, discussion, etc.))
    Abstract [en]

    In this work, inorganic ammonium ions, NH4+, and carbonate ions, CO32-, are reported for the first time as catalysts for organic reactions in atmospheric aerosols and other natural environments at the Earth’s surface. These reactions include the formation of C-C and C-O bonds by aldol condensation and acetal formation, and reveal a new aspect of the interactions between organic and inorganic materials in natural environments. The catalytic properties of inorganic ammonium ions, in particular, were not previously known in chemistry. The reactions were found to be as fast in tropospheric ammonium sulfate composition as in concentrated sulfuric acid. The ubiquitous presence and large concentrations of ammonium ions in tropospheric aerosols would make of ammonium catalysis a main consumption pathway for organic compounds in these aerosols, while acid catalysis would have a minor contribution. In particular, ammonium catalysis would account quantitatively for the aging of carbonyl compounds into secondary “fulvic” compounds in tropospheric aerosols, a transformation affecting the optical properties of these aerosols. In general, ammonium catalysis is likely to be responsible for many observations previously attributed to acid catalysis in the troposphere.

  • 58.
    Nozière, Barbara
    et al.
    Stockholm University, Faculty of Science, Department of Meteorology.
    Dziedzic, Pawel
    Department of Organic Chemistry.
    Córdova, Armando
    Department of Organic Chemistry.
    Formation of secondary light-absorbing "fulvic-like" oligomers: A common process in aqueous and ionic atmospheric aerosols ?2007In: Geophysical Research Letters, ISSN 0094-8276, Vol. 34, no L21812, p. 1-5Article in journal (Refereed)
    Abstract [en]

    Secondary Organic Aerosols (SOA), produced by the transformation of organic gases in the atmosphere, have received a considerable amount of attention over the last three decades because of their expected roles in urban pollution, global aerosol loadings, and cloud formation. While most investigations have been performed under controlled conditions such as smog chambers, atmospheric observations of SOA are sparse, mostly indirect, and critically limit the knowledge of these aerosols. In particular, techniques for the specific observation of the secondary organic fraction of aerosols in the atmosphere need to be developed, and seem today the most likely pathways to make significant progress in this topic.

  • 59.
    Nozière, Barbara
    et al.
    Stockholm University, Faculty of Science, Department of Applied Environmental Science (ITM).
    Dziedzic, Pawel
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Formation of secondary light-absorbing "fulvic-like'' oligomers: A common process in aqueous and ionic atmospheric particles?2007In: Geophysical Research Letters, ISSN 0094-8276, E-ISSN 1944-8007, Vol. 34, no 21, p. L21812-Article in journal (Refereed)
    Abstract [en]

    Light-absorbing ''humic-like'' compounds of secondary origin have been consistently reported in partly inorganic aerosols and in fog waters but their formation could not be explained until now. In this work, we demonstrate that amino acid- and ammonium sulfate-catalyzed reactions in water and ionic solutions produce compounds of identical molecular and optical properties and account well for the quantities found in atmospheric particles. For typical aerosol concentrations of amino acids or ammonium sulfate the rate constants of reaction are found to be identical to the one in concentrated sulfuric acid (10-15 M), clearly demonstrating the efficiency of these catalysts. Our results also show that these reactions should be common in aqueous and ionic aerosols, as confirmed by the observations, and significantly impact their absorption index. In particular, previous radiative calculations indicate that they should substantially reduce current estimates of the cooling contribution of sulfate aerosols on climate.

  • 60.
    Nozière, Barbara
    et al.
    Stockholm University, Faculty of Science, Department of Applied Environmental Science (ITM).
    Dziedzic, Pawel
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Inorganic ammonium salts and carbonate salts are efficient catalysts for aldol condensation in atmospheric aerosols2010In: Physical Chemistry, Chemical Physics - PCCP, ISSN 1463-9076, E-ISSN 1463-9084, Vol. 12, no 15, p. 3864-3872Article in journal (Refereed)
    Abstract [en]

    In natural environments such as atmospheric aerosols, organic compounds coexist with inorganic salts but, until recently, were not thought to interact chemically. We have recently shown that inorganic ammonium ions, NH4+, act as catalysts for acetal formation from glyoxal, a common atmospheric gas. In this work, we report that inorganic ammonium ions, NH4+, and carbonate ions, CO32−, are also efficient catalysts for the aldol condensation of carbonyl compounds. In the case of NH4+ this was not previously known, and was patented prior to this article. The kinetic results presented in this work show that, for the concentrations of ammonium and carbonate ions present in tropospheric aerosols, the aldol condensation of acetaldehyde and acetone could be as fast as in concentrated sulfuric acid and might compete with their reactions with OH radicals. These catalytic processes could produce significant amounts of polyconjugated, light-absorbing compounds in aerosols, and thus affect their direct forcing on climate. For organic gases with large Henry's law coefficients, these reactions could also result in a significant uptake and in the formation of secondary organic aerosols (SOA). This work reinforces the recent findings that inorganic salts are not inert towards organic compounds in aerosols and shows, in particular, that common ones, such as ammonium and carbonate salts, might even play important roles in their chemical transformations.

  • 61.
    Nozière, Barbara
    et al.
    Stockholm University, Faculty of Science, Department of Applied Environmental Science (ITM).
    Dziedzic, Pawel
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Products and Kinetics of the Liquid-Phase Reaction of Glyoxal Catalyzed by Ammonium Ions (NH4+)2009In: Journal of Physical Chemistry A, ISSN 1089-5639, Vol. 113, no 1, p. 231-237Article in journal (Refereed)
    Abstract [en]

    Glyoxal, a common atmospheric gas, has been reported to be depleted in some regions of the atmosphere. The corresponding sink could be accounted for by reactions in or at the surface of atmospheric particles, but these reactions were not identified. Recently, we showed that inorganic ammonium ions, NH4+, are efficient catalysts for reactions of carbonyl compounds, including glyoxal, in the liquid phase. To determine whether ammonium-catalyzed reactions can contribute to depletion of glyoxal in the atmosphere, the reactivity of this compound in aqueous solutions containing ammonium salts (ammonium sulfate, chloride, fluoride, and phosphate) at 298 K has been studied. The products identified by LC-HRMS and UV absorption revealed a mechanism involving two distinct pathways: a Bronsted acid pathway and an iminium pathway. The kinetics of the iminium pathway was studied by monitoring formation of a specific product. This pathway was second order in glyoxal in most of the solutions studied and should therefore be second order in most ammonium containing aerosols in the atmosphere. The corresponding rate constant, kII (M-1 s-1), increased strongly with ammonium ion activity, aNH4+, and pH:

    kII (M-1 s-1) ) (2 ( 1) × 10-10 exp(1.5 ( 0.8)aNH4+ exp(2.5 ( 0.2)pH.

    This iminium pathway is a lower limit for the ammonium-catalyzed consumption of glyoxal, but the contribution of the acid pathway is expected to be small in tropospheric aerosols. With these results the reactive uptake of glyoxal on ammonium-containing aerosols was estimated and shown to be a possible explanation for the depletion of this compound in Mexico City.

  • 62. Rios, Ramón
    et al.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Examples of catalytic asymmetric amine synthesis using organic catalysts2009In: Current opinion in drug discovery & development, ISSN 1367-6733, E-ISSN 2040-3437, Vol. 12, no 6, p. 824-847Article, review/survey (Refereed)
  • 63.
    Rios, Ramón
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ibrahem, Ismail
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Vesely, Jan
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Organocatalytic multicomponent pyrrolidine synthesis2008In: Abstracts of Papers, 235th ACS National Meeting, New Orleans, LA, United States, April 6-10, 2008, 2008Conference paper (Other academic)
  • 64.
    Rios, Ramón
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ibrahem, Ismail
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Vesely, Jan
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Sundén, Henrik
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Organocatalytic asymmetric 5-hydroxypyrrolidine synthesis: a highly enantioselective route to 3-substituted proline derivatives2007In: Tetrahedron Letters, ISSN 0040-4039, Vol. 48, p. 8695-8699Article in journal (Refereed)
  • 65.
    Rios, Ramón
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ibrahem, Ismail
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Vesely, Jan
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Sundén, Henrik
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Organocatalytic asymmetric 5-hydroxypyrrolidine synthesis: a highly enantioselective route to 3-substituted proline derivatives2008In: Abstracts of Papers, 235th ACS National Meeting, New Orleans, LA, United States, April 6-10, 2008, 2008Conference paper (Other academic)
  • 66.
    Rios, Ramón
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ibrahem, Ismail
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Vesely, Jan
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Zhao, Gui-Ling
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    A simple one-pot, three-component, catalytic, highly enantioselective isoxazolidine synthesis2007In: Tetrahedron Letters, ISSN 0040-4039, Vol. 48, no 32, p. 5701-5705Article in journal (Refereed)
  • 67.
    Rios, Ramón
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ibrahem, Ismail
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Vesely, Jan
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Zhao, Gui-Ling
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Three component organocatalytic 1,3-dipolar cycloaddition2007In: Abstracts of Papers, 234th ACS National Meeting, Boston, MA, United States, August 19-23, 2007, 2007Conference paper (Other academic)
  • 68.
    Rios, Ramón
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Schyman, Patric
    Sundén, Henrik
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Zhao, Gui-Ling
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ullah, Farman
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Chen, Li-Jun
    Stockholm University, Faculty of Science, Department of Materials and Environmental Chemistry (MMK).
    Laaksonen, Aatto
    Stockholm University, Faculty of Science, Department of Materials and Environmental Chemistry (MMK).
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Nonlinear effects in asymmetric amino acid catalysis by multiple interconnected stereoselective catalytic networks2010In: Chemistry - A European Journal, ISSN 0947-6539, E-ISSN 1521-3765, Vol. 16, no 47, p. 13935-13940Article in journal (Refereed)
  • 69.
    Rios, Ramón
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Sundén, Henrik
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ibrahem, Ismail
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    A simple and concise catalytic asymmetric entry to tetrahydroxanthenones2007In: Tetrahedron Letters, Vol. 48, p. 2181-2184Article in journal (Refereed)
  • 70.
    Rios, Ramón
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Sundén, Henrik
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ibrahem, Ismail
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Zhao, Gui-Ling
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    A one-pot organocatalytic asymmetric entry to tetrahydrothioxanthenones2006In: Tetrahedron Letters, Vol. 47, no 49, p. 8679-8682Article in journal (Refereed)
  • 71.
    Rios, Ramón
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Sundén, Henrik
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Vesely, Jan
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Zhao, Gui-Ling
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Dziedzic, Pawel
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    A simple organocatalytic enantioselective cyclopropanation of alpha-beta-unsaturated aldehydes2007In: Advanced Synthesis and Catalysis, ISSN 1615-4150, E-ISSN 1615-4169, Vol. 349, p. 1028-1032Article in journal (Refereed)
  • 72.
    Rios, Ramón
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Sundén, Henrik
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Vesely, Jan
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Zhao, Gui-Ling
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Dziedzic, Pawel
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Organocatalytic enantioselective cyclopropanation of alpha,beta-unsaturated aldehydes2007In: Abstracts of Papers, 234th ACS National Meeting, Boston, MA, United States, August 19-23, 2007, 2007Conference paper (Other academic)
  • 73.
    Rios, Ramón
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Vesely, Jan
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ibrahem, Ismail
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Zhao, Gui-Ling
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    One-pot catalytic asymmetric cascade synthesis of cycloheptane derivatives2008In: Abstracts of Papers, 235th ACS National Meeting, New Orleans, LA, United States, April 6-10, 2008, 2008Conference paper (Other academic)
  • 74.
    Rios, Ramón
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Vesely, Jan
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ibrahem, Ismail
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Zhao, Gui-Ling
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Organocatalytic multicomponent reaction: total control up to 5 stereocenters2007In: Abstracts of Papers, 234th ACS National Meeting, Boston, MA, United States, August 19-23, 2007, 2007Conference paper (Other academic)
  • 75.
    Rios, Ramón
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Vesely, Jan
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Sundén, Henrik
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ibrahem, Ismail
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Zhao, Gui-Ling
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    One-pot organocatalytic domino Michael/alpha-alkylation reactions: highly enantioselective synthesis of functionalized cyclopentanones and cyclopentanols2007In: Tetrahedron Letters, Vol. 48, p. 5835-5839Article in journal (Refereed)
  • 76.
    Rios, Ramón
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Vesely, Jan
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Sundén, Henrik
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Zhao, Gui-Ling
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Highly enantioselective organocatalytic synthesis of cyclopentanones2007In: Abstracts of Papers, 234th ACS National Meeting, Boston, MA, United States, August 19-23, 2007, 2007Conference paper (Other academic)
  • 77.
    Sundén, Henrik
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Rios, Ramón
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Organocatalytic alpha selenylation of aldehydes2008In: Abstracts of Papers, 235th ACS National Meeting, New Orleans, LA, United States, April 6-10, 2008, 2008Conference paper (Other academic)
  • 78.
    Sundén, Henrik
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Rios, Ramón
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Organocatalytic highly enantioselective alpha-selenenylation of aldehydes2007In: Tetrahedron Letters, ISSN 0040-4039, Vol. 48, no 44, p. 7865-7869Article in journal (Refereed)
  • 79.
    Sundén, Henrik
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Rios, Ramón
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ibrahem, Ismail
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Zhao, Gui-Ling
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Eriksson, Lars
    Stockholm University, Faculty of Science, Department of Physical, Inorganic and Structural Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    A highly enantioselective catalytic domino aza-Michael/aldol reaction: one-pot organocatalytic asymmetric synthesis of 1,2-dihydroquinolidines2007In: Advanced Synthesis and Catalysis, ISSN 1615-4150, E-ISSN 1615-4169, Vol. 349, p. 827-832Article in journal (Refereed)
  • 80.
    Sundén, Henrik
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Rios, Ramón
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Xu, Yongmei
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Eriksson, Lars
    Department of Physical, Inorganic and Structural Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Direct enantioselective synthesis of bicyclic Diels-Alder products2007In: Advanced Synthesis & Catalysis, ISSN 1615-4150, Vol. 349, p. 2549-2555Article in journal (Refereed)
  • 81.
    Sundén, Henrik
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Rios, Ramón
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Zu, Yongmei
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    The direct enantioselective synthesis of bicyclic Diels-Alder products2007In: Abstracts of Papers, 234th ACS National Meeting, Boston, MA, United States, August 19-23, 2007, 2007Conference paper (Other academic)
  • 82.
    Ullah, Farman
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Zhao, Gui-Ling
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Deiana, Luca
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Zhu, Mingzhao
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Dziedzic, Pawel
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ibrahem, Ismail
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Hammar, Peter
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Sun, Junliang
    Stockholm University, Faculty of Science, Department of Physical, Inorganic and Structural Chemistry, Department of Structural Chemistry. Stockholm University, Faculty of Science, Department of Physical, Inorganic and Structural Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Enantioselective organocatalytic conjugate addition of fluorocarbon nucleophiles to α,β-unsaturated aldehydes2009In: Chemistry - A European Journal, ISSN 0947-6539, E-ISSN 1521-3765, Vol. 15, no 39, p. 10013-10017Article in journal (Refereed)
    Abstract [en]

    A highly chemo- and enantioselective organocatalytic addition of fluorocarbon nucleophiles, such as 1-fluoro-bis(phenylsulfonyl)methane, toα,β-unsaturated aldehydes is presented (see scheme). The reactions are catalyzed by simple chiral amines and give access to optically active fluorine derivatives in good yields and up to 95 % ee. Notably, the methodology can be applied to the formation of a chiral quaternary carbon center bearing a fluorine atom with high enantioselectivity.

  • 83.
    Vesely, Jan
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Dziedzic, Pawel
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Aza-Morita-Baylis-Hillman-type reactions: highly enantioselective organocatalytic addition of unmodified alpha-beta-unsaturated aldehydes to N-Boc protected imines2007In: Tetrahedron Letters, ISSN 0040-4039, E-ISSN 1359-8562, Vol. 48, no 39, p. 6900-6904Article in journal (Refereed)
    Abstract [en]

    Highly enantioselective catalytic routes to Boc protected aza-Morita-Baylis-Hiliman-type products are presented. The organocatalytic asymmetric reactions between unmodified alpha,beta-unsaturated aldehydes and N-Boc protected aryl imines proceed with excellent chemo- and enantioselectivity to give the corresponding compounds in good yields with 97-99% ee

  • 84.
    Vesely, Jan
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ibrahem, Ismail
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Rios, Ramón
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Zhao, Gui-Ling
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Xu, Yongmei
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Enantioselective organocatalytic conjugate addition of amines to alpha-beta-unsaturated aldehydes: one-pot asymmetric synthesis of beta-amino acids and 1,3-diamines2007In: Tetrahedron Letters, Vol. 48, p. 2193-2198Article in journal (Refereed)
  • 85.
    Vesely, Jan
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ibrahem, Ismail
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Zhao, Gui-Ling
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Rios, Ramón
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Organocatalytic enantioselective aziridination of alpha,beta-unsaturated aldehydes2007In: Abstracts of Papers, 234th ACS National Meeting, Boston, MA, United States, August 19-23, 2007, 2007Conference paper (Other academic)
  • 86.
    Vesely, Jan
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ibrahem, Ismail
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Zhao, Gui-Ling
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Rios, Ramón
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Organocatalytic enantioselective aziridination of alpha,beta-unsaturated aldehydes2007In: Angewandte Chemie International Edition, ISSN 1433-7851, E-ISSN 1521-3773, Vol. 46, p. 778-781Article in journal (Refereed)
  • 87.
    Vesely, Jan
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Rios, Ramon
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ibrahem, Ismail
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Highly enantioselective organocatalytic addition of unmodified aldehydes to N-Boc protected imines: one-pot asymmetric synthesis of beta-amino acids2007In: Tetrahedron Letters, Vol. 48, p. 421-425Article in journal (Refereed)
  • 88.
    Vesely, Jan
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Rios, Ramón
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Proline and Lewis base co-catalyzed addition of alpha,beta-unsaturated aldehydes to nitrostyrenes2008In: Tetrahedron Letters, ISSN 0040-4039, Vol. 49, no 7, p. 1137-1140Article in journal (Refereed)
  • 89.
    Vesely, Jan
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Rios, Ramón
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ibrahem, Ismail
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Zhao, Gui-Ling
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Eriksson, Lars
    Department of Physical, Inorganic and Structural Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    One-pot catalytic asymmetric cascade synthesis of cycloheptane derivatives2008In: Chemistry: a European journal, ISSN 0947-6539, Vol. 14, no 9, p. 2693-2698Article in journal (Refereed)
  • 90.
    Vesely, Jan
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Zhao, Gui-Ling
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Bartoszewicz, Agnieszka
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Organocatalytic asymmetric nitrocyclopropanation of alpha,beta-unsaturated aldehydes2008In: Tetrahedron Letters, ISSN 0040-4039, Vol. 49, no 27, p. 4209-4212Article in journal (Refereed)
  • 91.
    Yu, Zheng-Bao
    et al.
    Stockholm University, Faculty of Science, Department of Materials and Environmental Chemistry (MMK).
    Han, Yu
    Zhao, Lan
    Huang, Shiliang
    Stockholm University, Faculty of Science, Department of Materials and Environmental Chemistry (MMK).
    Zheng, Qi-Yu
    Lin, Shuangzheng
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Zou, Xiaodong
    Stockholm University, Faculty of Science, Department of Materials and Environmental Chemistry (MMK).
    Sun, Junliang
    Stockholm University, Faculty of Science, Department of Materials and Environmental Chemistry (MMK).
    Intergrown New Zeolite Beta Polymorphs with Interconnected 12-Ring Channels Solved by Combining Electron Crystallography and Single-Crystal X-ray Diffraction2012In: Chemistry of Materials, ISSN 0897-4756, E-ISSN 1520-5002, Vol. 24, no 19, p. 3701-3706Article in journal (Refereed)
    Abstract [en]

    Two new polymorphs of zeolite beta, denoted as SU-78A and SU-78B, were synthesized by employing dicyclohexylammonium hydroxides as organic structuredirecting agents. The structure was solved by combining transmission electron microscopy and single-crystal X-ray diffraction. SU-78 is an intergrowth of SU-78A and SU-78B and contains interconnected 12-ring channels in three directions. The two polymorphs are built from the same building layer, similar to that for the zeolite beta family. The layer stacking in SU-78, however, is different from those in zeolite beta polymorph A, B, and C, showing new zeolite framework topologies. SU-78 is thermally stable up to 600°C.

  • 92.
    Zhao, Gui-Ling
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    A one-pot combination of amine and heterocyclic carbene catalysis: direct asymmetric synthesis of beta-hydroxy and beta-malonate esters from alpha,beta-unsaturated aldehydes2007In: Tetrahedron Letters, Vol. 48, p. 5976-5980Article in journal (Refereed)
  • 93.
    Zhao, Gui-Ling
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    ECAs of organolithium reagents, Grignard reagents, and examples of Cu-catalyzed ECAs2010In: Catalytic Asymmetric Conjugate Reactions / [ed] Armando Córdova, Weinheim: Wiley-VCH Verlag GmbH & Co. KGaA , 2010, 1, p. 145-167Chapter in book (Other academic)
  • 94.
    Zhao, Gui-Ling
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Dziedzic, Pawel
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ibrahem, Ismail
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Organocatalytic asymmetric synthesis of 1,2,3-prim,sec,sec-triols2006In: Synlett, ISSN 0936-5214, no 20, p. 3521-3524Article in journal (Refereed)
  • 95.
    Zhao, Gui-Ling
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Dziedzic, Pawel
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ullah, Farman
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Eriksson, Lars
    Stockholm University, Faculty of Science, Department of Physical, Inorganic and Structural Chemistry, Department of Structural Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Organocatalytic enantioselective domino synthesis of highly functionalized cyclohexanes with an all-carbon quaternary stereocenter2009In: Tetrahedron Letters, ISSN 0040-4039, E-ISSN 1359-8562, Vol. 50, no 26, p. 3458-3462Article in journal (Refereed)
    Abstract [en]

    A highly enantioselective organocatalytic domino Michael/aldol reaction is presented. The reaction is catalyzed by chiral amines and gives access to highly functionalized cyclohexanes with one all-carbon quaternary stereocenter and multiple chiral stereocenters in high yields and 83–98% ee.

  • 96.
    Zhao, Gui-Ling
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Hafrén, Jonas
    Deiana, Luca
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Heterogeneous "organoclick" derivatization of polysaccharides: Photochemical thiol-ene click modification of solid cellulose2010In: Macromolecular rapid communications, ISSN 1022-1336, E-ISSN 1521-3927, Vol. 31, no 8, p. 740-744Article in journal (Refereed)
    Abstract [en]

    A simple and direct method for derivatization of solid polysaccharides is presented. The novel methodology is based on the combination of organic acid-catalyzed esterification or etherification and photochemical thiol-ene click derivatization of a heterogeneous polysaccharide. The solid cellulose was “organoclick” modified with aryl, alkyl and polyester groups, respectively. The modification allows for a highly modular and metal free surface modification of solid polysaccharides.

  • 97.
    Zhao, Gui-Ling
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ibrahem, Ismail
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Dziedzic, Pawel
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Sun, Junliang
    Bonneau, Charlotte
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    One-pot catalytic enantioselective domino nitro-Michael/Michael synthesis of cyclopentanes with four stereocenters2008In: Chemistry: a European journal, ISSN 0947-6539, Vol. 14, no 32, p. 10007-10011Article in journal (Refereed)
  • 98.
    Zhao, Gui-Ling
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ibrahem, Ismail
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Sundén, Henrik
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Amine-catalyzed asymmetric epoxidation of alpha,beta-unsaturated aldehydes2007In: Advanced Synthesis & Catalysis, ISSN 1615-4150, Vol. 349, no 7, p. 1210-1224Article in journal (Refereed)
  • 99.
    Zhao, Gui-Ling
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Lin, Shuangzheng
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Korotvicka, Ales
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Deiana, Luca
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Kullberg, Martin
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Asymmetric synthesis of Maraviroc (UK-427,857)2010In: Advanced Synthesis and Catalysis, ISSN 1615-4150, E-ISSN 1615-4169, Vol. 352, no 13, p. 2291-2298Article in journal (Refereed)
    Abstract [en]

    The asymmetric synthesis of Maraviroc (UK-427,857), a chemochine receptor 5 (CCR-5) receptor antagonist, based on an expeditious organocatalytic enantioselective assembly of the chiral β-amino aldehyde key fragment is presented. The reactions were performed on a gram-scale and allow for the rapid construction of new Maraviroc analogues.

  • 100.
    Zhao, Gui-Ling
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Rios, Ramón
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Vesely, Jan
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Eriksson, Lars
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Organocatalytic enantioselective aminosylfenylation of alpha,beta-unsaturated aldehydes2008In: Angewandte Chemie International Edition, ISSN 1433-7851, Vol. 47, no 44, p. 8468-8472Article in journal (Refereed)
123 51 - 100 of 106
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